A sunset over a water body with trees silhouetted against the sky.

Cypress Gardens Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cypress Gardens vacation rentals

A living room with a brick fireplace, a sofa, a coffee table, and a dining area in the background.

1. Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
Winter Haven
9.6 out of 10, Exceptional, (4 reviews)
"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"
Mexico
Monica
$387 nightly
The price is $428
Oct 19 - Oct 20
Total with taxes and fees
Spacious 4-bedroom house in pleasant Winter Haven with AC
Private kitchen

2. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Glenn C.
$398 nightly
The price is $440
Oct 18 - Oct 19
Total with taxes and fees
Peaceful Place
A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.

3. Family-Friendly 2BR Near LEGOLAND with Parking

Family-Friendly 2BR Near LEGOLAND with Parking
Winter Haven
8.6 out of 10, Excellent, (21 reviews)
"Absolutely great location for Legoland. The house had everything my family of 5 needed. Nice and quiet neighborhood. We would stay again! "
United States
Carolyn S.
$186 nightly
The price is $206
Oct 18 - Oct 19
Total with taxes and fees
Family-Friendly 2BR Near LEGOLAND with Parking
A swimming pool with a fence, lounge chairs, and a palm tree.

4. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
United States
Heather
$70 nightly
The price is $79
Oct 25 - Oct 26
Total with taxes and fees
Lake Ida Beach Resort
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

5. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (24 reviews)
"Host was attentive and excellent!!!"
United States
jason s.
$190 nightly
The price is $210
Oct 18 - Oct 19
Total with taxes and fees
The Russell Lake House
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.

6. Lakefront Vibes w/ Lanai! Bird-watching Paradise

Lakefront Vibes w/ Lanai! Bird-watching Paradise
3.0 star property
Florence Villa
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
$361 nightly
The price is $404
Oct 18 - Oct 19
Total with taxes and fees
Lakefront Vibes w/ Lanai! Bird-watching Paradise
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

7. Dundee FL | 2 Full Bed

Dundee FL | 2 Full Bed
Dundee FL
10.0 out of 10, Exceptional, (104 reviews)
"We enjoyed relaxing by the pool on our short trip. Clean accommodations were also a big plus!"
United States
Anonymous traveler
$95 nightly
The price is $105
Oct 17 - Oct 18
Total with taxes and fees
Dundee FL | 2 Full Bed
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

8. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,630 reviews)
"Huge property - not a golfer but still enjoyed the stay"
United States
Karen G
$371 nightly
The price is $421
Oct 18 - Oct 19
Total with taxes and fees
Reunion Resort & Golf Club
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

9. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house for a small family! Close to everything!"
United States
Yuliett
$214 nightly
The price is $240
Nov 12 - Nov 13
Total with taxes and fees
BlockHaven near Legoland & Disney
A compact living space with a loft bed, a TV mounted on the wall displaying streaming services, a small bathroom, and a wooden floor.

10. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

Lakefront Tiny Cottage 4 Miles to LEGOLAND.
winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
United States
Kyle P.
$135 nightly
The price is $149
Oct 18 - Oct 19
Total with taxes and fees
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
Living area

11. 3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724

3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
Winter Haven
9.4 out of 10, Exceptional, (68 reviews)
"Nice place and convenient"
United States
Tim M.
$254 nightly
The price is $281
Oct 18 - Oct 19
Total with taxes and fees
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
An outdoor hot tub area with a pool, surrounded by chairs and a table.

12. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (75 reviews)
"We had a great time staying here. The house was well maintained. The kids enjoyed the pool."
United States
Amy
$304 nightly
The price is $335
Oct 19 - Oct 20
Total with taxes and fees
Legoland Splash Escape with pool and hot tub!
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

13. Dundee | 2 Queen Bed Nmsk

Dundee | 2 Queen Bed Nmsk
Dundee FL
10.0 out of 10, Exceptional, (90 reviews)
"Location is close to Legoland, so perfect for families visiting with kids."
United States
Anonymous traveler
$95 nightly
The price is $105
Oct 17 - Oct 18
Total with taxes and fees
Dundee | 2 Queen Bed Nmsk
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

14. Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (13 reviews)
"Nice house for our stay."
United States
Debi K.
$290 nightly
The price is $318
Oct 18 - Oct 19
Total with taxes and fees
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
A cozy cabin-style bedroom with a large bed, a sitting area with a couch, and a kitchenette.

15. The Lake Alfred Citrus Wood Guest Cabin

The Lake Alfred Citrus Wood Guest Cabin
Lake Alfred
9.6 out of 10, Exceptional, (62 reviews)
"While staying at Lake Alfred Citrus Wood Cabin we were very comfortable felt like home and it is a very friendly atmosphere. Pets WELCOME. We plan to stay again in the near future."
United States
stephen s.
$119 nightly
The price is $131
Oct 25 - Oct 26
Total with taxes and fees
The Lake Alfred Citrus Wood Guest Cabin
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

16. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
3.5 star property
Dundee
$316 nightly
The price is $353
Oct 17 - Oct 18
Total with taxes and fees
Modern Dundee Townhome Near Lakes & Legoland!
A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.

17. Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (225 reviews)
"Camp Mack is an awesome place for getting away for a few days or longer. The surroundings are beautiful, and the people are so friendly."
United States
Terri
$97 nightly
The price is $109
Oct 19 - Oct 20
Total with taxes and fees
Camp Mack Lodge, Marina & RV Resort
A spacious living room with a sofa, a recliner, and a glass coffee table. There is a kitchen area in the background with a microwave and refrigerator.

18. Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
9.2 out of 10, Wonderful, (7 reviews)
"Wonderful little cottage filled with fun for the whole family. Cozy backyard to enjoy some sunshine and read a book. Close to downtown shops and restaurants. Owners were quick to respond to questions. Would happily stay here again."
United States
Rachel B.
$256 nightly
The price is $281
Oct 17 - Oct 18
Total with taxes and fees
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
A building with a red door, numbered 132C, and a small porch area with a metal stool and a green bucket with a wooden stick.

19. Tiny Paradise

Tiny Paradise
Winter Haven
9.4 out of 10, Exceptional, (16 reviews)
"Check in was easy, this little house had everything we needed! Owner very responsive to needs very quickly through app. We would stay again!"
United States
Cheryl K.
$118 nightly
The price is $130
Oct 25 - Oct 26
Total with taxes and fees
Tiny Paradise
A spacious lobby with a seating area, a counter with a menu board, and a kitchen area in the background.

20. Deluxe Queen Bed | Dundee

Deluxe Queen Bed | Dundee
Dundee FL
10.0 out of 10, Exceptional, (124 reviews)
"Solid choice for budget travelers like us looking for comfort close to attractions nearby."
United States
Anonymous traveler
$84 nightly
The price is $93
Oct 17 - Oct 18
Total with taxes and fees
Deluxe Queen Bed | Dundee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cypress Gardens Hotel Reviews

Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG

Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG

10/10 Excellent
"Breakfast was good. Different variety each morning. Dove in the bathrooms. Beds were good. There are also food trucks on the street with lots of options."
Marty 4-night trip
Posted 7 hours ago
Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG

Find out more about Cypress Gardens

Everything you need to know about Cypress Gardens vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cypress Gardens vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cypress Gardens vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cypress Gardens vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cypress Gardens. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cypress Gardens in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $323 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cypress Gardens rentals

At Expedia, we put the best Cypress Gardens vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cypress Gardens rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cypress Gardens vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cypress Gardens. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Cypress Gardens?

Yes, we offer vacation rentals in Cypress Gardens close to LEGOLAND® Florida, or you can choose a more remote option if you want a relaxing stay.

What's the top vacation rental that Cypress Gardens has to offer?

The Most Fun House with tons of room, huge pool, pickleball and an amazing view.: This vacation home rental near Cypress Gardens is located next to a golf course and has an outdoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Cypress Gardens?

Choose from 22 Expedia vacation rentals in Cypress Gardens for a memorable vacation.

What’s there to see and do in Cypress Gardens?

Lake Eloise and Lake Mariam are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include LEGOLAND® Florida. While here, Northgate Shopping Center and Baytree Golf Club are other places worth a visit.

What’s a vacation rental in Cypress Gardens like?

Vacation rentals are private properties where you can stay for a couple of days or more in Cypress Gardens. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.